Pharm Acta Helv. 1999 Feb;73(5):251-4.

Synthesis and pharmacological activity of thebaine-derived mu-opioid receptor agonists.

Shafiee A, Amanlou M, Farsam H, Dehpour AR, Mir-Ershadi F, Mani AR.

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Department of Medicinal Chemistry, Faculty of Pharmacy, Medical Sciences University of Tehran, Iran. shafiee@nrcgeb.ac.ir

Abstract

Thebaine-derived mu-opioid agonists were synthesized through the reaction of thebaine with N-aryl maleimide and tested for opioid activity. Morphine was used as reference compound. Our results show that an attachment of aryl succinimide group to thebaine produced series of compounds with mu-opioid agonist activity. The most active compound in smooth muscle preparation was compound 6 with an IC50 ratio of delta/mu = 248.69 and was as potent as morphine with ED50 value 26.65 mg kg-1 i.p. in hot-plate test and showed good antinociceptive activity.

PMID:: 10085791; [PubMed - indexed for MEDLINE]

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